NH4I-catalyzed chalcogen(S/Se)-functionalization of 5-membered N-heteroaryls under metal-free conditions

Autor: Marcelo S. Franco, Luana Bettanin, Jamal Rafique, Marcelo Godoi, Sumbal Saba, Carlos V. Doerner, Antonio L. Braga
Rok vydání: 2018
Předmět:
Zdroj: Tetrahedron. 74:3971-3980
ISSN: 0040-4020
DOI: 10.1016/j.tet.2018.05.084
Popis: Herein, we described the NH4I-catalyzed C H bond chalcogenation of N-heteroaryls in the presence of a minimum amount of DMSO/H2O/acetic acid as additives (2.5/2.5/1 M equiv., respectively), under metal-free conditions. Under optimized conditions, a wide variety of sulfenyl/selenyl imidazo[1,2-α]pyridines were prepared in very good yields. Moreover, the present approach was also highly efficient for the chalcogenation of different 5-membered N-heteroaryls, e.g., indole, imidazothiazole, indazole and imidazopyrimidine derivatives.
Databáze: OpenAIRE